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    Université de Fribourg

    A concept for stimulated proton transfer in 1-(phenyldiazenyl)naphthalen-2-ols

    Hristova, S. ; Deneva, Vera V. ; Pittelkow, M. ; Crochet, Aurélien ; Kamounah, Fadhil S. ; Fromm, Katharina M. ; Hansen, P. E. ; Antonov, Liudmil

    In: Dyes and Pigments, 2018, vol. 156, p. 91-99

    A series of aryl azo derivatives of naphthols (1–3) were studied by means of UV–Vis and NMR spectroscopy in different solvents as well as by quantum chemical calculations and X-ray analysis. Previous studies have shown that Sudan I (1) exists as a tautomeric mixture. The effect of the solvents is minimized by the existing intramolecular hydrogen bond. Therefore, the influence on the...

    Université de Fribourg

    4-Hydroxy-1-naphthaldehydes: proton transfer or deprotonation

    Manolova, Y. ; Kurteva, Vanya B. ; Antonov, Liudmil M. ; Marciniak, H. ; Lochbrunner, S. ; Crochet, Aurélien ; Fromm, Katharina M. ; Kamounah, Fadhil S. ; Hansen, P. E.

    In: Physical Chemistry Chemical Physics, 2015, vol. 17, no. 15, p. 10238–10249

    A series of naphthaldehydes, including a Mannich base, have been investigated by UV-Vis spectroscopy, NMR and theoretical methods to explore their potential tautomerism. In the case of 4-hydroxy-1-naphthaldehyde concentration dependent deprotonation has been detected in methanol and acetonitrile. For 4-hydroxy-3-(piperidin-1-ylmethyl)-1-naphthaldehyde (a Mannich base) an intramolecular proton...